Triethylamine → HCID 13051398, compound

HRID 223138

Reaction equation

HRID 223138 reaction equation
[OH:1][C:2]1[CH:7]=[C:6]([CH3:8])[N:5]=[C:4]([C:9]([Cl:12])([Cl:11])[Cl:10])[N:3]=1.C(N(CC)CC)C.[C:20](Cl)(=[O:24])/[CH:21]=[CH:22]/[CH3:23]>C(OCC)C>[C:20]([O:1][C:2]1[CH:7]=[C:6]([CH3:8])[N:5]=[C:4]([C:9]([Cl:12])([Cl:10])[Cl:11])[N:3]=1)(=[O:24])/[CH:21]=[CH:22]/[CH3:23]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 643131trans-Crotonyl chlorideHCID 178429333HCID 178429333, compound

Product 1

HCID 13051398HCID 13051398, compoundYield 45%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

To a solution of 3.0 g (0.02 mole) 4-hydroxy-6-methyl-2-trichloromethylpyrimidine and 1.3 g (0.02 mole) triethylamine in 75 ml diethyl ether was added 1.4 g (0.02 mole) crotonyl chloride. The reaction mixture was refluxed for 15 hours and filtered, and the filtrate was concentrated in-vacuo to give a viscous oil as residue. Trituration with petroleum ether caused the oil to solidify. Recrystallization from isopropyl alcohol gave 1.8 g (45% yield) of pure product; m.p. 55° C.

Workup

  1. temperatureThe reaction mixture was refluxed for 15 hours
  2. filtrationfiltered
  3. concentrationthe filtrate was concentrated in-vacuo
  4. customto give a viscous oil as residue
  5. customRecrystallization from isopropyl alcohol

Sources & evidence

ORD record
ord-862eea4fe61a46a7a4bd37ce9962335e
Source dataset
uspto-grants-1982_10
Patent number
US04352806

Linked notes

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